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Mia from AZ writes into the MILF Diaries:

I'm usually pretty open minded about sex. But when my step-son tells me in frustration that his penis hurt when he tried to put it into his girl friend's pussy, it was a bit too much. Can't he wait to talk to his step-dad about this? His step-dad won't be back for another 10 days. I can tell that my step-son is way too upset about his first attempt of having sex with a girl. This cannot wait. So...

Pleases your lust for: MILF Blowjobs, Cum in mouth, Cum Swallowing, Upskirts, Downblouse, Beautiful tits, Taboo Family Affairs

Mia from AZ writes into the MILF Diaries:

I'm usually pretty open minded about sex. But when my step-son tells me in frustration that his penis hurt when he tried to put it into his girl friend's pussy, it was a bit too much. Can't he wait to talk to his step-dad about this? His step-dad won't be back for another 10 days. I can tell that my step-son is way too upset about his first attempt of having sex with a girl. This cannot wait. So, I just have to deal with him. He says it was really painful for him. Was it painful for the girl, too, I ask. No, he says. He could not get it inside her, it hurt too much. Poor boy, how embarrassed he must have been. Let's see. Well, was she wet? He looks at me questioningly. What, he does not know that women get wet down there when they are excited? Obviously, no. How am I going to explain why a woman gets wet? Maybe easier to show him. Reluctantly, I lift up my skirt, put his fingers "down there", and rub it on my clit and pussy. With my husband away already for a week, of course I'm getting wet instantly. I push his finger inside me to show him how moist I got and explain to him that this is a natural reaction when a woman's pussy gets stimulated. I don't want to, but I moan. I pull out his finger quickly and show him how wet it is. And that as easy as his finger was gliding into his step-mom's vagina, his penis should glide in his girl's vagina. He confirms that she was wet. So, why would his penis hurt? Maybe it's his foreskin, he says. It does not roll down like on these uncut guys in the porn movies. Suddenly, I remember. When he was little, his pediatrician had told me that his foreskin is a bit long and too tight. He also said that I should roll it up and down a few times every week until it moves smoothly. I though that was a weird request, and never did it. Now, my darling step-son, had problems when having sex. Just because of me. I have to set this right. Make sure he can have sex like any other guy his age, without pain. I take out his penis. He is hard. Damn, must be my tits that probably popped out of my loose top when I bent down, and my short skirt that, when I sit down, always rides up so high that my panties show. Whatever. I try to roll down his foreskin. He jumps. It hurts.! Poor boy. All because of me not doing what the doc said many years ago, Maybe it's better and less painful - well, by mouth? I carefully take my step-son's penis between my lips, and then suck it into my warm, wet mouth. He does not jump. But my heart does. OMG, it feels so good to have a hard penis in my mouth after one week without sex. After a while I even forget why I have a cock in mouth. My step-son's cock! I just suck and lick and moan and get more excited and wetter and wetter. Suddenly, I feel his penis squirting a hot load of cum in my mouth. I was so surprised that I swallow my step-son's cum, as I always do with my husband's loads. I am somewhat confused. I only wanted to help my step-son with his foreskin issue but this went way too far...